Prospect Real Estate

Welcome to Prospect, Connecticut—a hidden gem nestled in New Haven County that perfectly blends suburban tranquility with vibrant community spirit. With its picturesque landscapes, friendly neighborhoods, and rich history, Prospect offers an idyllic setting for families, professionals, and retirees alike.

One of the standout features of Prospect is its charming small-town atmosphere, where residents enjoy a close-knit community while still being just a short drive away from the bustling cities of New Haven and Waterbury. The town is characterized by rolling hills, lush parks, and beautiful homes, providing a serene backdrop for outdoor enthusiasts. The nearby Naugatuck State Forest offers miles of hiking trails, perfect for those who love to explore nature.

Prospect is also known for its excellent school system, making it an appealing choice for families seeking quality education for their children. The town's commitment to community events, such as seasonal farmers' markets and holiday celebrations, fosters a sense of belonging and connection among residents.

Local dining options and shops provide a delightful array of experiences, from cozy cafes to family-owned restaurants, ensuring that there's something for everyone. Additionally, Prospect's strategic location allows for easy access to major highways, making commuting a breeze.

Whether you’re looking to settle down or simply explore, Prospect, CT, is a place where you can create lasting memories and enjoy a high quality of life. Discover the charm of this wonderful town and see why so many have chosen to call Prospect home!

Newest Listings in Prospect

$609,900

3 Beds ⋅ 3 Baths ⋅ 24204235 MLS

Welcome to your new home in the desirable College Farms neighborhood of Prospect! Pride of ownership is evident throughout this meticulously maintained one-owner home, ideally situated in a tranquil setting. From the moment you arrive, you'll appreciate the numerous improvements the Sellers have made throughout their ownership. Your approach begins with a newer driveway leading to a paver walkway with granite front steps. Step inside to an inviting two-story foyer featuring a newer arched window that fills the space with natural light. The main level offers hardwood flooring & a spacious, thoughtfully designed layout. The eat-in kitchen features a center island, granite countertops, pantry, & recessed lighting, and opens to a generous dining area highlighted by a wood-burning stove insert with blower fan. Just off the kitchen, the impressive family room features vaulted ceilings, a propane fireplace, 3/4-inch Bolivian rosewood flooring, 2x6 construction, abundant natural light, & a slider leading to the stamped concrete patio. The main level also includes a private office with French doors, formal living room, laundry area, & half bath. Upstairs, you'll find newer, prefinished hardwood flooring, 3 generously sized bedrooms, and a full hall bath. The spacious primary suite features a walk-in closet & private full bath with a double-sink vanity, Jacuzzi tub, & separate stand-up shower. And there's more! Please Read Additional Remarks!

4 Ivy Ter, Prospect

$379,900

3 Beds ⋅ 1 Baths ⋅ 24201850 MLS

Welcome to 11 Cheshire Road in Prospect - a beautifully remodeled 3-bedroom, 2-bath home offering modern updates and flexible living space throughout. Step inside to find a completely refreshed interior featuring stunning quartz countertops, brand-new bathrooms, and stylish finishes in every room. The spacious kitchen flows seamlessly into the main living areas, creating the perfect setup for everyday living and entertaining. Downstairs, the finished basement provides additional living space ideal for a family room, home office, gym, or playroom. Step outside to enjoy the large, beautiful deck overlooking the backyard - perfect for relaxing, hosting gatherings, or enjoying warm summer evenings. Move-in ready and thoughtfully updated from top to bottom, this home combines comfort, style, and functionality in a desirable Prospect location.

11 Cheshire Rd, Prospect

$299,900

3 Beds ⋅ 1 Baths ⋅ 24204653 MLS

Set on a large, private lot with a natural pond, this move-in-ready three-bedroom Cape combines character, modern updates, and plenty of usable outdoor space. Beautiful hardwood flooring runs throughout the entire home. The spacious living room features exposed wood beams and sliders leading to a covered back deck overlooking the peaceful backyard. The completely remodeled kitchen offers quartz countertops, stainless steel appliances, solid hardwood flooring, and cabinetry designed to accommodate a future dishwasher. A pass-through window connects the kitchen to the generously sized formal dining room, creating an open, connected feel. The main level also includes the primary bedroom with a walk-in closet and a beautifully remodeled full bathroom featuring a tiled walk-in shower with a waterfall showerhead. Upstairs, a versatile loft area is positioned between two additional bedrooms. Extensive recent improvements include a new septic system, Andersen windows, Hardie board siding with PVC trim, seamless gutters and downspouts, high-efficiency propane heating with tankless hot water, and a freshly painted interior. The deck was repainted this year, the washer and dryer were installed approximately two years ago, and the pond's dam was recently reinforced along the downstream side. Parking is conveniently accessed from the side road, avoiding the traffic of the main road.

181 Union City Rd, Prospect

$585,500

3 Beds ⋅ 3 Baths ⋅ 24204745 MLS

Location, privacy, and exceptional living come together in this beautiful Contemporary Cape. Ideally situated at the end of a quiet cul-de-sac in one of Prospect's most sought-after neighborhoods on nearly 4 acres. Offering a wonderful combination of comfort, character, and modern convenience, this spacious home is designed for both everyday living and entertaining. Step inside to the impressive living room, featuring soaring cathedral ceilings and a striking brick fireplace that creates a warm and an inviting focal point. The 1st floor primary suite offers a true retreat, complete with his-and-hers walk-in closets and a spacious private bath featuring a jacuzzi tub and shower. One of the home's standout features is the 4 season sunroom, where wood-beam ceilings create a warm atmosphere and provide the perfect setting for morning coffee, relaxing, or enjoying the changing seasons. The outdoor space is equally inviting with a large deck overlooking the private backyard, leading down to a dedicated fire-pit area, creating an ideal setting for summer gatherings, outdoor dining, or relaxing under the stars. Additional highlights include a whole-house generator, 1st floor laundry, skylights, central AC, a wood stove, and public water. A rare opportunity to enjoy space, privacy, and distinctive architectural character in a truly desirable setting. Located minutes from I84/691, the Farmington Canal Heritage Trail, and Whole Foods. Come see all this exceptional home has to offer!

30 Holley Ln, Prospect

$649,900

3 Beds ⋅ 3 Baths ⋅ 24204195 MLS

Welcome to 5 Sherwood Drive, a well-maintained and cared for house, professionally landscaped, beautiful curb appeal, located on flat lot on a quiet street close to everything, with quick access to I-84. Upon entering you will notice a paved walkway and nice steps and beautiful flowers along the way to the main entrance. Main level you will find living room with a fireplace covered with stone facing all way up to the high ceilings, followed by dining room with skylight. Kitchen is being updated with granite countertops, backsplash tiles, new hardware and Stanley steel appliances. Primary bedroom with its own full bath, 2 bedrooms and another full bath with tub completing this level, which has beautiful hardwood floors throughout. The lower level is tiled throughout and has a nice family room with a fireplace and inserted woodstove; part of this living area is used as an additional guest bedroom. Another bathroom with stand-up shower is located next to the utilities room

5 Sherwood Dr, Prospect

$524,900

5 Beds ⋅ 3 Baths ⋅ 24204766 MLS

Unique Opportunity! First time on the market in 64 years! This exceptional property offers a rare opportunity for homeowners, investors, or those looking for great income potential. Lovingly maintained by the same owners for 64 years, this home in now ready for its next chapter. The main home features 3 bedrooms,1 1/2 baths, a spacious living room and a formal dining room. Enjoy additional living and entertaining space with a 3 season porch and Trex deck, perfect for relaxing or hosting guests. Outdoor amenities include a 12 x 24 inground pool, providing a wonderful setting for summer enjoyment. A separate large garage with storage loft offers plenty of room for vehicles, hobbies, equipment, and additional storage. With its duplex configuration, generous amenities, and excellent potential for rental income, this property is a truly one-of -a kind opportunity that should not be missed. Property being sold as is. Inspections for buyers purposes only.

12 Rozum Cir, Prospect

$550,000

2 Beds ⋅ 3 Baths ⋅ 24204172 MLS ⋅ Regency At Prospect BLDG.

Welcome to this stunning Tamarack model in the highly sought-after Regency at Prospect. Meticulously maintained and thoughtfully upgraded, this move-in-ready townhouse offers approximately 1,850 square feet of elegant living space with 2 bedrooms, 2.5 bathrooms, and an open, light-filled floor plan. The main level features soaring vaulted ceilings, gleaming hardwood floors, and a spacious living and dining area perfect for both everyday living and entertaining. The chef's kitchen is appointed with quartz countertops, upgraded cabinetry, and stainless steel appliances. A convenient first-floor laundry room adds to the home's functionality. Step outside to a beautiful private deck overlooking the professionally maintained grounds, providing the perfect setting for relaxation or outdoor dining. The spacious primary suite features a walk-in closet, dual-sink vanity, soaking tub, and separate shower. The upper level offers a versatile loft space, a generous guest bedroom, and a full bath. Additional highlights include wall-to-wall carpeting on the upper level, abundant natural light, and an airy, open atmosphere throughout. Residents of Regency at Prospect enjoy exceptional resort-style amenities, including a clubhouse, heated outdoor pool, fitness center, bocce and tennis courts, a putting green, and the security of a gated 55+ community. The property also includes a two-car garage and low-maintenance living. This exceptional home is a must-see opportunity in Prospect.

133 Sycamore Dr, Prospect

$559,900

4 Beds ⋅ 3 Baths ⋅ 24203826 MLS

Welcome to this immaculate and lovingly maintained 4-bedroom, 2.5-bath Colonial nestled in the sweet and desirable town of Prospect! Offering a wonderful blend of comfort, functionality, and versatile living space, this beautiful home is ready for its next owners to fall in love. Step inside to a thoughtfully designed floor plan featuring a spacious eat-in kitchen that flows seamlessly into the dining area, making everyday living and entertaining a breeze. The inviting main level also offers a warm and cozy fireplace, a dedicated laundry room, and a charming study complete with an entire wall of built-in cabinetry-an ideal space for a home office, library, or quiet retreat. One of the true highlights of the home is the gorgeous sunken sunroom, offering a peaceful view of the beautifully landscaped grounds. Step outside to enjoy the partially fenced-in yard, mature flowering and blueberry bushes, and inviting paver patio-perfect for relaxing, entertaining, or enjoying your morning coffee. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite complete with its own full bath. The finished lower level adds even more flexibility, providing a versatile heated living space with a fireplace that can be used as a recreation room, playroom, home gym, media room, or whatever best suits your needs. Two additional storage areas provide plenty of room to keep everything organized.

3 Robindale Dr, Prospect

$449,900

3 Beds ⋅ 2 Baths ⋅ 24202894 MLS

Welcome to 63 Scott Road, a spacious home offering exceptional potential on a desirable corner-level lot. This well-maintained property is ready for your personal updates and vision, with an impressive list of recent improvements. The enormous kitchen features a ceiling fan, a half bath just off the kitchen, and convenient first-floor laundry with a newer washer & dryer (2025). Step outside to the patio and partially fenced yard, perfect for the dog lover. The expansive living room offers some hardwood flooring, a wood-burning fireplace with accent lighting, and a tiled entry. The primary bedroom features hardwood flooring, a ceiling fan, and double closets, while the two additional bedrooms also offer hardwood floors and ceiling fans. The main bath has double sinks and is ready for updating. A very large unfinished basement provides abundant storage or future possibilities, plus a pull-down attic for even more storage. A four-car garage is a rare find and ideal for the car enthusiast, hobbyist, or additional storage. Additional highlights include central air, security alarm system, generator with dedicated hookup, newer well pump (2025), newer furnace and hot water heater, new oil tank (2025), and roof replaced in 2020. A solid home with great space, great features, and an opportunity to make it your own! Convenient to restaurants, shopping and the park! Being sold AS IS.

63 Scott Rd, Prospect

$464,900

3 Beds ⋅ 2 Baths ⋅ 24200808 MLS

Welcome to this custom-built, expansive ranch. This ranch offers 3 bedrooms and 2 full bathrooms. The forward thinking of the first-floor laundry room off the kitchen sets it apart from any ranch. Also includes a three-season room off the family room/den with a wood burning fireplace for those crisp fall days ahead. The flat yard offers a ton of privacy. Come and put your stamp on it and make it your own.

116 Summit Rd, Prospect

$280,000

24200524 MLS

50 Waterbury Rd, Prospect

$589,000

2 Beds ⋅ 4 Baths ⋅ 24192164 MLS ⋅ Regency At Prospect BLDG.

Experience premier 55+ living in this rare "Acorn" model end-unit townhouse at Regency at Prospect. Nestled on a quiet cul-de-sac within a stunning 182-acre community, this home perfectly blends peaceful country views with rapid access to I-84, Route 8, and the Merritt Parkway. This is the only model that includes a separate eat-in kitchen. The first-floor primary bedroom features a gas fireplace, a vaulted ceiling, and a private full bath. The bright, open-concept main level pairs a dining and living area with soaring ceilings, a 2nd gas fireplace, and custom window treatments. Upstairs features a versatile family room/home office, a full bathroom, and a spacious second bedroom. The finished lower level adds incredible living space, boasting two separate rooms-one with a built-in window seat and another with a full wet bar and slider access to a private patio. Enjoy climate control with a 3-zone heating and cooling system, along with the convenience of a central vacuum & a built-in security system. An attached 2-car garage and a generous storage/workshop area effortlessly meet practical needs. Dual outdoor spaces w/both a private deck and a lower patio. Large private side yard & woods behind make this one of the most private locations. This gated community has a very active lifestyle, including competitive pickleball, bocci, cards, and group events at an award-winning clubhouse. Watch our video to truly see this special condo by clicking the camera icon under the pictures.

9 Poplar Dr, Prospect

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